Pet Sitting & Drop Ins in Brynwood, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$25
per visit

Anna was responsible and great with my dog! She consistently provided updates and photos, which were reassuring. I would highly recommend Anna, and I will definitely use her in the future!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$20
per visit

Jessica took wonderful care of our cats while we were on a long trip! She went above and beyond helping us with taking care of the house too. Her communication and response is excellent. I am so grateful for her help and I really hope she’ll come help us again when we need it! :)

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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3. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$20
per visit

Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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4. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$18
per visit

Tegra took great care of our dogs and was very easy to coordinate with. We look forward to using her services again in the future!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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5. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$18
per visit

Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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6. Kate D.

Student who loves pets
Mequon, WI, 53092
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
19 repeat clients
from
$20
per visit

Kate was wonderful with my pups. They are both older dogs, though they don't act it. She made sure they did their business, gave them treats, and sent me pictures during each visit. I was in a 3-day summit, so knowing they were being cared for meant I could focus on my work without worry. I will definitely use Kate again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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7. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$22
per visit

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

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Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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8. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$22
per visit

I booked a reoccurring daily drop in and have been very happy with the service. My dog Duke is a bit of a jerk to new people but they have been getting along great. Heidy always gives me great notes on their visits and gives plenty of heads up if something with our schedules needs to change. Highly recommend.

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Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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9. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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10. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
5.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$15
per visit

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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11. Elizabeth M.

Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Elizabeth is the best cat sitter I ever had. She was always in time. Sent very detailed notes. She went above and beyond aging care of my two cats. I will definitely hire her again.

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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12. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
4.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$22
per visit

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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13. Hannah E.

Star Sitter
Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit

Hired Hannah for my cats. She was always on time and left my house with clean dishes. My cats were also happy :) would love to recommend her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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14. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
4.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Without hesitation, I would highly recommend Maddalena to watch your dog or other pet. I had to travel unexpectedly within weeks of adopting my dog Peach, and Maddalena stepped up to the plate. She listened to my concerns and notes regarding the care Peach required. Further, she was quick to reply when I checked in while away. A full-hearted endorsement from me!

Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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15. Jen G.

Star Sitter
Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
4.6 mi. away
Drop-In Visits
5.0 out of 5 stars
64 reviews
25 repeat clients
from
$22
per visit

Jen is very kind and very thorough. She clearly enjoys caring for animals. We felt comfortable the entire time we were gone because she sent us pictures of our cat enjoying her attention on each visit. We look forward to her help in the future because we know our cat will be happy and safe.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristina K.
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Sitter Profile Image: Kristina K.
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16. Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$17
per visit

Kristina

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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17. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$19
per visit

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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18. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
2.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit

Dawn checked in every day, and sent photos which was so awesome

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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19. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
25 repeat clients
from
$23
per visit

Becky is honestly the best. We have used a number of pet sitters from Rover and she was by far the most responsive, timely and caring of our babies! We have three kitties, a great dane and even an outdoor feral cat and Becky was fantastic in her care of all of them---including one kitty who needs two insulin shots per day. We cannot recommend her enough and would be happy to have her take care of our babies again in the future!

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Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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20. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$20
per visit

Jessica is an excellent pet caregiver. Any breed of Dogs love her. Flexibility was huge for us knowing we needed someone to come to our home where we know our dogs are the most comfortable. She gives them lots of attention and walks. Highly recommend!

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In Brynwood, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Brynwood can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Brynwood, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Brynwood, Milwaukee who can provide the care your pet needs, when they need it.

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